Hydrochloric Acid → HCID 136359214, Verbindung

HRID 1758916

Reaktionsgleichung

Reaktionsgleichung von HRID 1758916
[Cl:1]C1C=C(N2CCN(C[CH2:15][CH2:16][N:17]3[C:21](=[O:22])[N:20]=[C:19](CC)[NH:18]3)CC2)C=CC=1.[O:25](CCBr)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].ClC1C=C(N2CCN(CCCN3C(=O)N(CCOC4C=CC=CC=4)C(CC)=N3)CC2)C=CC=1.Cl>C(O)C.C(#N)C>[ClH:1].[O:25]([CH2:15][CH2:16][N:17]1[C:21](=[O:22])[NH:20][CH:19]=[N:18]1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Komponenten

9

Edukt 6

HCID 313Hydrochloric AcidHCID 4449NefazodoneHCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 68526Benzene, (2-bromoethoxy)-HCID 178437794HCID 178437794, Verbindung

Produkt 1

HCID 136359214HCID 136359214, VerbindungAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-1H-1,2,4-triazol-3(2H)-one (15 g., 0.043 mole), phenoxyethyl bromide (8.62 g., 0.043 mole) and potassium carbonate (11.9 g., 0.086 mole) and a trace of potassium iodide in 100 ml. of acetonitrile is refluxed for a 64 hr. period. The reaction mixture is filtered, the filtrate concentrated under reduced pressure and residual material taken up in ether and filtered. Concentration of the ethereal filtrate affords 18.35 g. (91%) of the free base product 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-4-(2-phenoxyethyl)-2H-1,2,4-triazol-3(4H)-one. The free base is converted to the hydrochloride in ethanol employing ethanolic hydrogenchloride and crystallized from ethanol to afford a 53% yield of analytically pure 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-4-(2-phenoxyethyl-2H-1,2,4-triazol- 3(4H)-one hydrochloride, m.p. 175°-177° C.

Aufarbeitung

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe filtrate concentrated under reduced pressure and residual material
  3. filtrationfiltered
  4. customConcentration of the ethereal filtrate affords 18.35 g
  5. customcrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-6e1d20cd928d434e8620500fcb947d61
Quelldatensatz
uspto-grants-1982_07
Patentnummer
US04338317

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